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Article: Highly efficient alkene epoxidation and aziridination catalyzed by iron(II) salt + 4,4′,4″-trichloro-2,2′:6′,2″-terpyridine/ 4,4″-dichloro-4′-O-PEG-OCH 3-2,2′:6′,2″- terpyridine

TitleHighly efficient alkene epoxidation and aziridination catalyzed by iron(II) salt + 4,4′,4″-trichloro-2,2′:6′,2″-terpyridine/ 4,4″-dichloro-4′-O-PEG-OCH 3-2,2′:6′,2″- terpyridine
Authors
Issue Date2008
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2008, v. 10 n. 15, p. 3275-3278 How to Cite?
Abstract(Chemical Equation Presented) "Iron(II) salt + 4,4′,4″- trichloro-2,2′:6′,2″-terpyridine" is an effective catalyst for epoxidation and aziridination of alkenes and intramolecular amidation of sulfamate esters. The epoxidation of allylic-substituted cycloalkenes achieved excellent diastereoselectivities up to 90%. ESI-MS results supported the formation of iron-oxo and -imido intermediates. Derivitization of Cl 3terpy to O-PEG-OCH 3-Cl 2terpy renders the terpyridine unit to be recyclable, and the "iron(II) salt + 4,4″-dichloro-4′-O-PEG-OCH3-2,2′:6′,2″- terpyridine" protocol can be reused without a significant loss of catalytic activity in the alkene epoxidation. © 2008 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/168317
ISSN
2015 Impact Factor: 6.732
2015 SCImago Journal Rankings: 3.187
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorLiu, Pen_US
dc.contributor.authorWong, ELMen_US
dc.contributor.authorYuen, AWHen_US
dc.contributor.authorChe, CMen_US
dc.date.accessioned2012-10-08T03:17:28Z-
dc.date.available2012-10-08T03:17:28Z-
dc.date.issued2008en_US
dc.identifier.citationOrganic Letters, 2008, v. 10 n. 15, p. 3275-3278en_US
dc.identifier.issn1523-7060en_US
dc.identifier.urihttp://hdl.handle.net/10722/168317-
dc.description.abstract(Chemical Equation Presented) "Iron(II) salt + 4,4′,4″- trichloro-2,2′:6′,2″-terpyridine" is an effective catalyst for epoxidation and aziridination of alkenes and intramolecular amidation of sulfamate esters. The epoxidation of allylic-substituted cycloalkenes achieved excellent diastereoselectivities up to 90%. ESI-MS results supported the formation of iron-oxo and -imido intermediates. Derivitization of Cl 3terpy to O-PEG-OCH 3-Cl 2terpy renders the terpyridine unit to be recyclable, and the "iron(II) salt + 4,4″-dichloro-4′-O-PEG-OCH3-2,2′:6′,2″- terpyridine" protocol can be reused without a significant loss of catalytic activity in the alkene epoxidation. © 2008 American Chemical Society.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.htmlen_US
dc.relation.ispartofOrganic Lettersen_US
dc.titleHighly efficient alkene epoxidation and aziridination catalyzed by iron(II) salt + 4,4′,4″-trichloro-2,2′:6′,2″-terpyridine/ 4,4″-dichloro-4′-O-PEG-OCH 3-2,2′:6′,2″- terpyridineen_US
dc.typeArticleen_US
dc.identifier.emailWong, ELM:wongella@hku.hken_US
dc.identifier.emailChe, CM:cmche@hku.hken_US
dc.identifier.authorityWong, ELM=rp00807en_US
dc.identifier.authorityChe, CM=rp00670en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/ol801157men_US
dc.identifier.pmid18582067-
dc.identifier.scopuseid_2-s2.0-49649128416en_US
dc.identifier.hkuros155982-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-49649128416&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume10en_US
dc.identifier.issue15en_US
dc.identifier.spage3275en_US
dc.identifier.epage3278en_US
dc.identifier.isiWOS:000257955100027-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridLiu, P=36727836300en_US
dc.identifier.scopusauthoridWong, ELM=8944839700en_US
dc.identifier.scopusauthoridYuen, AWH=24337152700en_US
dc.identifier.scopusauthoridChe, CM=7102442791en_US

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